Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products, two of which are shown. The leaving group is the anion of a sulfonic acid, ArSO,H. A sulfonic acid is a strong acid, and its anion, ARSO, , is a weak base and a good leaving group. Propose a mechanism for this reaction. voso OČCH, CH,COH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.33P: Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products, two of...
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Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products,
two of which are shown. The leaving group is the anion of a sulfonic acid, ArSO,H.
A sulfonic acid is a strong acid, and its anion, ARSO, , is a weak base and a good leaving
group. Propose a mechanism for this reaction.
voso
OČCH,
CH,COH
Transcribed Image Text:Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products, two of which are shown. The leaving group is the anion of a sulfonic acid, ArSO,H. A sulfonic acid is a strong acid, and its anion, ARSO, , is a weak base and a good leaving group. Propose a mechanism for this reaction. voso OČCH, CH,COH
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